64897-00-3

Basic information

• Product Name: 2-CHLORO-3-(4-HYDROXYANILINO)-1,4-NAPHTHOQUINONE
• Synonyms: 2-CHLORO-3-(4-HYDROXYANILINO)-1,4-NAPHTHOQUINONE;2-CHLORO-3-(4-HYDROXY-PHENYLAMINO)-(1,4)NAPHTHOQUINONE
• CAS NO: 64897-00-3
• Molecular Formula: C₁₆H₁₀ClNO₃
• Molecular Weight: 299.71
• Mol File: 64897-00-3.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 463.1°C at 760 mmHg
• Flash Point: 233.9°C
• Appearance: /
• Density: 1.49g/cm³
• Vapor Pressure: 3.39E-09mmHg at 25°C
• Refractive Index: 1.704
• CAS DataBase Reference: 2-CHLORO-3-(4-HYDROXYANILINO)-1,4-NAPHTHOQUINONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-CHLORO-3-(4-HYDROXYANILINO)-1,4-NAPHTHOQUINONE(64897-00-3)
• EPA Substance Registry System: 2-CHLORO-3-(4-HYDROXYANILINO)-1,4-NAPHTHOQUINONE(64897-00-3)

Safety Data

• Hazardous Substances Data: 64897-00-3(Hazardous Substances Data)

Usage

InChI:InChI=1/C16H10ClNO3/c17-13-14(18-9-5-7-10(19)8-6-9)16(21)12-4-2-1-3-11(12)15(13)20/h1-8,18-19H

Upstream product

• 117-80-6 2,3-Dichloro-1,4-naphthoquinone 
• 123-30-8 4-amino-phenol 

Downstream Products

• 1171120-75-4 2-(4-hydroxyphenylamino)-3-(naphthalen-1-ylthio)naphthalene-1,4-dione 
• 1171120-74-3 2-(4-hydroxyphenylamino)-3-(phenylthio)naphthalene-1,4-dione 
• 880550-25-4 TW-96 
• 202331-78-0 2-chloro-3-(4-oxocyclohexa-2,5-dienylideneamino)-1,4-dihydronaphthalene-1,4-dione 

Relevant articles and documents

COMPOUNDS AND PHARMACEUTICAL COMPOSITION ASSOCIATED WITH UBIQUITINATION-PROTEASOME SYSTEM

The invention relates to new compounds with low cytotoxicity for blocking ubiquitination-proteasome system in diseases. Accordingly, these compounds can be used in treatment of treating disorders including, but not limited to, cancers, neurodegenerative d

Reactions of 2-(4-hydroxyanilino)-1,4-naphthoquinones with cerium ammonium nitrate and pyridinium chlorochromate

Reactions of 2-(4-hydroxyarylamino)-1,4-naphthoquinones with cerium ammonium nitrate or pyridinium chlorochromate depending on the structure of initial substrate and the type of reagent led to the formation of 2-chloro-3-(4-cyclohexa-2,5-dienylideneamino)

Design, synthesis and biological evaluation of novel nitrogen and sulfur containing hetero-1,4-naphthoquinones as potent antifungal and antibacterial agents

A series of 2-Arylamino-3-chloro-1,4-naphthoquinones (3), 2-Amino-3-arylsulfanyl-1,4-naphthoquinones (5), 2-Arylamino-3-arylsulfanyl-1,4-naphthoquinones (6), Dihydrobenzo[f]naphtho[2,3-b][1,4]thiazepine-6,11-diones (9) (via Pictet-Spengler cyclization), Isoindoline-1,3-dione derivatives of 1,4-naphthoquinone (13), 2,2′-(1,4-Dioxo-1,4-dihydronaphthalene-2,3-diyl)bis(methylene)dibenzonitrile (14), 13-Amino-12-substituted-6H-benzo[e]naphtho [2,3-b][1,4]diazepine-6,11(12H)-diones (15-16), 2-Chloro-3-arylsulfanyl-1,4-naphthoquinones (17-18) and 3-Methyl-6H-benzo[b]phenothiazine-6,11(12H)-dione (19) were synthesized and studied for their antifungal and antibacterial activities. The results indicate that compounds 3b, 5a and 5b have potent antifungal activity. Amongst the most promising antifungal compounds, 3b showed better antifungal activity than clinically prevalent antifungal drug Fluconazole (MIC50 = 2.0 μg/mL) against Sporothrix schenckii (MIC50 = 1.56 μg/mL), significant profile against Candida albicans (MIC50 = 1.56 μg/mL), Cryptococcus neoformans (MIC50 = 0.78 μg/mL) and Trichophyton mentagraphytes (MIC50 = 1.56 μg/mL) and same antifungal activity when compared with Amphotericin-B against C. neoformans (MIC50 = 0.78 μg/mL). Compounds 3b, 5a and 5b also showed promising antibacterial activity.